Jelly Roll down ~300 lbs
Jelly Roll started the 2 Bears 5K journey at over 500 pounds and now weighs between 250 and 270 pounds, a loss of nearly 300 pounds.
Snapshot · 2 Bears, 1 Cave with Tom Segura & Bert Kreischer
Live from the Rose Bowl | 2 Bears 5K ft. Jelly Roll, Ari Shaffir, Joe DeRosa & Are You Garbage?
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May 18, 2026
Where this was said
Intro
At 2:50 · chapter starts 0:00
The episode opens with Tom Segura delivering a pre-baked ad for Ciccio Bomba, his Italian bakery now at three Austin locations, inviting listeners to come rub the belly on his statue. When the live show proper begins, Bert and Tom hit the stage dripping — Tom's calf cramped on the walk up, Bert's toenail is threatening to exit his foot. They welcome the crowd to the third annual 2 Bears 5K at the Rose Bowl, note personal bests being set, and toss good-natured barbs at the fans in their novelty t-shirts before setting up what promises to be a revolving door of comedian guests.
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